20260-53-1Relevant articles and documents
Self-assembled mononuclear palladium(II) based molecular loops
Sahoo, Himansu Sekhar,Tripathy, Debakanta,Chakrabortty, Sabyasachi,Bhat, Satish,Kumbhar, Avinash,Chand, Dillip Kumar
, p. 42 - 50 (2013)
The meta-pyridine appended bidentate ligands L1, L2 and L3, crafted with flexible polyether spacer, are prepared by condensation of nicotinoyl chloride hydrochloride with di, tri-, and tetra-ethylene glycol, respectively. Self-assembled palladium(II) based mononuclear molecular loops of general formula cis-[Pd(N-N)(L)](NO 3)2 are obtained exclusively by combining 1 equiv. of a ligand L with 1 equiv. of a cis-protected palladium(II) component, cis-[Pd(N-N)(NO3)2]. Complexation of 2 equiv. of L with 1 equiv. of palladium(II) nitrate also resulted mononuclear complexes, i.e. [Pd(L)2](NO3)2. The ligands used in the complexation reactions are L1, L2 and L3 where as the cis-protecting units N-N employed are ethylenediamine (en), 2,2′-bipyridine (bpy), and 1,10-phenanthroline (phen). Thus 12 number of mononuclear complexes are prepared using all possible combination of above mentioned three number of ligands and four variety of palladium(II) components. Large chelate rings are realized irrespective of the spacer length or type of palladium(II) component used. All the resulted compounds are characterized by NMR and ESI-MS techniques and the structure of cis-[Pd(en)(L1)] (NO3)2, cis-[Pd(bpy)(L1)](NO3) 2 and [Pd(L3)2](NO3)2 are confirmed by single crystal X-ray diffraction. The binding abilities of cis-[Pd(phen)(L1)](NO3)2, cis-[Pd(phen)(L 2)](NO3)2 and cis-[Pd(phen)(L 3)](NO3)2 with DNA has been investigated by ethidium bromide displacement assay and gel electrophoresis.
Synthesis and pharmacological evaluation of novel selective MOR agonist 6β-pyridinyl amidomorphines exhibiting long-lasting antinociception
Urai, ákos,Váradi, András,Sz?cs, Levente,Komjáti, Balázs,Le Rouzic, Valerie,Hunkele, Amanda,Pasternak, Gavril W.,Majumdar, Susruta,Hosztafi, Sándor
, p. 152 - 157 (2017)
It was previously reported that 6β-aminomorphinan derivatives show high affinity for opiate receptors. Novel 6β-heteroarylamidomorphinanes were designed based on the MOR selective antagonist NAP. The 6β-aminomorphinanes were prepared by stereoselective Mitsunobu reaction and subsequently acylated with nicotinic acid and isonicotinic acid chloride hydrochlorides. The receptor binding and efficacy were determined in vitro and the analgesic activity was studied in vivo. The in vitro studies revealed moderate selectivity for the MOR. At least two compounds in this series exhibited a long-lasting analgesic response when administered subcutaneously and intracerebroventricularly. When the substances were given intracerebroventricularly to mice, they showed analgesic potency comparable to morphine.
Synthesis of Conjugates of hyaluronic and nicotinic acids
Ponedel'kina,Sal'nikova,Lukina,Tyumkina,Odinokov
, p. 189 - 193 (2012)
Conjugates with nicotinic acid of hyaluronic acid carboxylic and hydroxyl groups were synthesized and exhibited polyampholyte properties.
N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone to synthesizecis-enamides through vinyl benziodoxolones
Shimbo, Daisuke,Maruyama, Toshifumi,Tada, Norihiro,Itoh, Akichika
supporting information, p. 2442 - 2447 (2021/04/02)
The stereoselective synthesis ofcis-β-N-alkoxyamidevinyl benziodoxolones (cis-β-N-RO-amide-VBXs) fromO-alkyl hydroxamic acids in the presence of an ethynyl benziodoxolone-acetonitrile complex (EBX-MeCN) is reported herein. The reaction was performed under mild conditions including an aqueous solvent, a mild base, and room temperature. The reaction tolerated variousO-alkyl hydroxamic acids derived from carboxylic acids, such as amino acids, pharmaceuticals, and natural products. Vinyl dideuteratedcis-β-N-MeO-amide-VBXs were also synthesized using deuterium oxide as the deuterium source. Valine-derivedcis-β-N-MeO-amide-VBX was stereospecifically derivatized to hydroxamic acid-derivedcis-enamides without the loss of stereoselectivity or reduction in the deuterium/hydrogen ratio.
Catalytic hydrogenation of: N -4-nitrophenyl nicotinamide in a micro-packed bed reactor
Yang, Cuixian,Teixeira, Andrew R.,Shi, Yanxiang,Born, Stephen C.,Lin, Hongkun,Li Song, Yunfei,Martin, Benjamin,Schenkel, Berthold,Peer Lachegurabi, Maryam,Jensen, Klavs F.
supporting information, p. 886 - 893 (2018/03/02)
Recent advancements in micro-flow technologies and a drive toward more efficient, greener and safer processes have led to a renaissance in flow-chemistry for pharmaceutical production. In this work, we demonstrate the use of a stabilized Pd nanoparticle-organic-silica catalyst to selectively catalyze the hydrogenation of N-4-nitrophenyl nicotinamide, a functionalized active pharmaceutical ingredient (API) surrogate. Extensive catalyst and reactor characterization is provided to establish an in-depth understanding of the unique multiphase dynamics within the micro-packed bed reactor, including the identification of a large liquid holdup (74-84%), rapid multiphase mass transfer (kma > 1 s-1), and liquid residence time distributions. A kinetic analysis has revealed that the surface catalyzed hydrogenation progresses through a condensation mechanism whereby an azo dimer intermediate is formed and rapidly consumed. Finally, a parametric study was performed at various pressures, temperatures, residence times and flow regimes to achieve quantitative chemoselective conversion of the nitroarene to the corresponding primary amine.
